Dog Boarding Leland

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Leland, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 86 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

“Edith did a great job watching my dog, again! She provided daily updates and lots of pictures. I could rest easy on my vacation knowing my dog was well cared for.”

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Jennifer D.
Sitter Profile Image: Cilyr E.
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Cilyr E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 77 reviews
18 repeat clients
20 years of experience
Black Earth, WI, 53515

“It was very important to me that Zeus was in truly caring and reliable hands, and Cylir did an amazing job. She took great care of him, gave him lots of walks, attention, and love. I was also absolutely thrilled with the dog play area where Zeus could dig and really enjoy his time. It truly felt like Zeus was on a little vacation 😊 Thank you so much! We’ll definitely be back.”

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Daria N.
Sitter Profile Image: Nicole P.
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Nicole P.
from
$35
per night
5.0 out of 5 stars
• 34 reviews
8 repeat clients
41 years of experience
Cross Plains, WI, 53528

“Nicole was amazing. She did a wonderful job caring for my dog. He loved it and seemed sad to leave. I appreciate her flexibility and all her pictures and communication. I highly recommend her!!!”

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Beth V.
Sitter Profile Image: Bethany P.
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Bethany P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 90 reviews
19 repeat clients
15 years of experience
Wisconsin Dells, WI, 53965

“Bethany was amazing! She watched my little Archie for a long weekend and made our getaway more enjoyable by not having to worry about our fur baby! Will definitely be using her again!”

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Alisha H.
Sitter Profile Image: Homa & Matt K.
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Homa & Matt K.
from
$49
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
20 years of experience
Reedsburg, WI, 53959

“Homa and Matt took in our dog Angus and treated him as family. They have a 2 year old that chased and played with him like their other dog. Angus did not even notice us leaving. Homa sent pictures every day showing a happy dog so we could relax and enjoy our time away. I highly recommend this beautiful place with a spacious yard and loving environment for any dog.”

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Rosemary Y.
Sitter Profile Image: Daria N.
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Daria N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
6 years of experience
Loganville, WI, 53943

“Very attentive and communicative with pictures and updates. Toffee (golden) got along with their puppy Zeus and was super cute all the interactions I got to see via photos. 10/10 would book again to watch the baby boy.”

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John F.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 104 reviews
36 repeat clients
14 years of experience
Middleton, WI, 53562

“Stefanie and her family were so loving to my little dog Dolly! I cant say enough about how accommodating they were while I was away in Arizona for the week. I highly recommend them for your pups dog sitting needs! Will be using them again in the future for sure. Dolly sure does miss them all!”

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Heather M.
Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 32 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

“Amazing people who love and care for my pup while he is with them - they also send the cutest pictures and updates! They were also super understanding when I got stuck in traffic on the way to pick my dog up.”

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Alexandrea P.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 48 reviews
10 repeat clients
15 years of experience
Baraboo, WI, 53913

“Amber went the extra mile to accommodate a last-minute booking for my shy and anxious pup. My dog was in great spirits at pickup and clearly felt very comfortable in Amber’s home. Would definitely book again!”

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Kaitlin L.
Sitter Profile Image: Laura D.
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Laura D.
from
$35
per night
5.0 out of 5 stars
• 60 reviews
18 repeat clients
35 years of experience
Mount Horeb, WI, 53572

“Laura was amazing! She was so flexible when our flight plans changed and made sure we didn’t have to worry about our dog at all while we were traveling.”

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Karl T.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

“Very friendly and dependable. Timely communication, and great pictures and updates during the stay. Confident that Louie got lots of attention, exercise, doggy socialization, and love.”

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Matt S.
Sitter Profile Image: Barbara F.
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Barbara F.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 43 reviews
9 repeat clients
30 years of experience
Reedsburg, WI, 53959

“Barb was wonderful with our Silver Lab, Birdie. From the moment we booked with her, she was an excellent communicator. She kept us updated throughout Birdie's stay with thoughtful text messages and photos, which gave us great peace of mind. When we picked Birdie up at the end of the day, it was clear she had been well cared for. I highly recommend Barb to anyone looking for a caring and reliable pet sitter.”

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Julie H.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$40
per night
5.0 out of 5 stars
• 42 reviews
17 repeat clients
10 years of experience
Verona, WI, 53593

“My husband and I were looking for a new pet sitter after our recent move, and we are so happy we found Sarah and her family! Sarah was great about making sure our dog (Colby) had the space and time to meet her dog (Wolfgang) and the members of her family as well as get adjusted to being in a new home. Sarah asked about Colby’s schedule, quirks, and any other important information regarding his care, and she sent pictures and updates on how Colby was doing during his stay. We are so thankful that Colby’s first pet sitting experience post-move was such a positive one, and we know Colby will be so excited for the next time he gets to stay with Sarah and her family! We highly recommend Sarah as a pet sitter if you are looking for someone!”

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Rebecca Z.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

“Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!”

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Ceri J.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
Star Sitter
from
$23
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

“My boy had the BEST time with Manjusha & Midhun! They went above and beyond caring for him - several photo/video updates, walks, treats, and cuddles. They made sure he was comfortable, loved, and spoiled as much as possible during his stay and I truly couldn’t have asked for better care. Zero complaints and highly, highly recommend! ❤️🥰”

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Kamryn B.
Sitter Profile Image: Candida L.
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Candida L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 27 reviews
7 repeat clients
30 years of experience
Lone Rock, WI, 53556

“I can’t say enough great things about Candi and the care she took with our two dogs. I’ve never felt so comfortable with “boarding” my dogs while I was gone for a long trip. I knew they were being treated like part of her family. She sent videos and pictures to keep me updated. My big dog ended up having some stomach issues and Candi didn’t skip a beat. We called my vet and she picked up some meds and got her back on track. Her four dogs were great with mine - they had such a blast. Not sure who enjoyed the vacation more, me or the dogs. She also has a beautiful acreage for them to run around and get fresh air. Wish I would have found her earlier! Thank you Candi!”

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Candace F.
Sitter Profile Image: Gina S.
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Gina S.
from
$36
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53562

“Gina is great! We did a meet and greet first so her and my dogs could get acquainted, and to make sure it would be safe for all. She sent me pics of my boys while I was away and I really appreciated that! She treated my boys like her own fur babies! I highly recommend Gina! 5 stars for sure!”

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Samarashay S.
Sitter Profile Image: Katie F.
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Katie F.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
13 years of experience
Reedsburg, WI, 53959

“I boarded my dog Cooper with Katie for two days and nights. Katie was very responsive when I approached her and she sent text and photos of Cooper during his stay with her. She played with him and he looked very happy. She has a great yard for Cooper to play fetch. I would definitely have Katie watch Cooper again.”

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colleen p.
Sitter Profile Image: Sam R.
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Sam R.
from
$65
per night
5.0 out of 5 stars
• 2 reviews
15 years of experience
Loganville, WI, 53943

“I had a great experience and my dog loved playing with her dogs! Super friendly people and dogs, easy to communicate with and a great space. If I am back in that area I will definitely try and bring Carlos there again”

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Katie A.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 225 reviews
88 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

“Daisy really enjoyed her stay and didn't want to leave. Cleda was great with her and made me feel confident that she was in good hands while I was away. I really enjoyed the Pawgress report that Cleda put together that covered her time spent with Daisy. It was a really nice touch that made me smile. I will certainly be booking her again!”

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Cecylia D.
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for dog boarding - Leland

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FAQs for Dog Boarding - Leland

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Leland home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Leland.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Leland sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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